WO1990012862A1 - Assouplisseurs textiles - Google Patents

Assouplisseurs textiles Download PDF

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Publication number
WO1990012862A1
WO1990012862A1 PCT/GB1990/000600 GB9000600W WO9012862A1 WO 1990012862 A1 WO1990012862 A1 WO 1990012862A1 GB 9000600 W GB9000600 W GB 9000600W WO 9012862 A1 WO9012862 A1 WO 9012862A1
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WO
WIPO (PCT)
Prior art keywords
cross
formulation according
cationic polymer
alkyl
linked
Prior art date
Application number
PCT/GB1990/000600
Other languages
English (en)
Inventor
Ian Stuart Biggin
Peter Stewart Cartwright
David Farrar
Malcolm Hawe
Walter Edward Paget
Original Assignee
Bp Chemicals Limited
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by Bp Chemicals Limited filed Critical Bp Chemicals Limited
Priority to EP90906300A priority Critical patent/EP0422179B1/fr
Priority to CA002029886A priority patent/CA2029886C/fr
Priority to DE69016148T priority patent/DE69016148T2/de
Publication of WO1990012862A1 publication Critical patent/WO1990012862A1/fr

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Classifications

    • C—CHEMISTRY; METALLURGY
    • C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
    • C11D1/00—Detergent compositions based essentially on surface-active compounds; Use of these compounds as a detergent
    • C11D1/38—Cationic compounds
    • C11D1/40—Monoamines or polyamines; Salts thereof
    • C—CHEMISTRY; METALLURGY
    • C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
    • C11D1/00—Detergent compositions based essentially on surface-active compounds; Use of these compounds as a detergent
    • C11D1/38—Cationic compounds
    • C11D1/62—Quaternary ammonium compounds
    • C—CHEMISTRY; METALLURGY
    • C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
    • C11D3/00—Other compounding ingredients of detergent compositions covered in group C11D1/00
    • C11D3/0005—Other compounding ingredients characterised by their effect
    • C11D3/001—Softening compositions
    • C11D3/0015—Softening compositions liquid
    • C—CHEMISTRY; METALLURGY
    • C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
    • C11D3/00—Other compounding ingredients of detergent compositions covered in group C11D1/00
    • C11D3/16—Organic compounds
    • C11D3/26—Organic compounds containing nitrogen
    • C11D3/32—Amides; Substituted amides
    • C—CHEMISTRY; METALLURGY
    • C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
    • C11D3/00—Other compounding ingredients of detergent compositions covered in group C11D1/00
    • C11D3/16—Organic compounds
    • C11D3/37—Polymers
    • C11D3/3746—Macromolecular compounds obtained by reactions only involving carbon-to-carbon unsaturated bonds
    • C11D3/3769—(Co)polymerised monomers containing nitrogen, e.g. carbonamides, nitriles or amines
    • C11D3/3773—(Co)polymerised monomers containing nitrogen, e.g. carbonamides, nitriles or amines in liquid compositions

Definitions

  • This invention relates to fabric conditioning formulations.
  • Most domestic detergents use the thickening properties of the surfactant ingredients and/or added salts to acheive the rheology desired for a particular application, preferably to avoid extra costs.
  • the formulation is not stable physically or rheologically, or the rheology cannot be adjusted to that required, or, the ingredients have no rheology modifying properties over the useful range of combinations.
  • the common practice is to use polymeric or mineral thickeners with suitable properties to build the rheological properties of the product.
  • the most cost effective thickeners are usually chosen bearing in mind the limitations of formulating the thickener into the formulation.
  • One particular aspect of thickening domestic detergent products is to improve product appeal to consumers.
  • Another aspect closely related to improving product appearance is to adjust the appearance of the product by adding opacifiers.
  • Rinse-cycle fabric conditioners are mainly based on fatty cationic surfactants, used either alone or in combination with suitable non-ionic/fatty co-softeners, which are attracted to a fabric surface where they adsorb and impart a soft handle or feel. Minor ingredients may be added which improve stability, in addition to conventional colouring agents and perfumes. In other types of formulation, the main role of the cationic component is to render the other neutral fatty softeners as surface substantive, so they too are carried to the fabric surface to create a soft handle or feel.
  • Neutral and cationic polymers would be expected to be more stable in the presence of fatty cationic softeners.
  • Such polymers are commercially available and, in the case of substantially water-based products in which they are soluble or dispersible, the polymers are substantially linear in structure.
  • Such polymers are effective because they are essentially completely dissolved in the aqueous phase, where they may either structure the aqueous phase or physically interact with either other polymers and/or the surfactant phase.
  • the dissolved polymer is free to interact at the molecular level with the dispersed cationic softener, and may flocculate or precipitate the softener and co-softeners. "Dissolved" in this context means that the polymer at user concentration forms clear or slightly hazy solutions. 2) Such soluble polymers are unlikely to contribute to the opacity of the formulation. Thus dilute fabric conditioners may require additional opacifiers. This is a significant added cost to the formulation.
  • Naturally derived polymers e.g. locust bean and guar gums, may be degraded by contaminant bacterial enzymes, causing loss of viscosity in the product. Polymers derived from fermentation processes may also themselves be contaminated by bacteria with risk of product spoilage.
  • the present invention is an aqueous based fabric conditioning formulation comprising a water dispersible cationic softener and a thickener characterised in that the thickener is a cross-linked cationic polymer that is derivable from a water soluble cationic ethylenically unsaturated monomer or blend of monomers, which is cross-linked by 5 to 45p ⁇ m of a cross-linking agent comprising polyethylenic functions.
  • the cross-linked, cationic polymers are formed from monoethylenically unsaturated monomer that is either a water soluble cationic monomer or is a cationic blend of monomers that may consist of cationic monomers alone or may consist of a mixture of cationic and non-ionic monomers in the presence of a cross-linking agent. If a blend of monomers is being used then part of the blend may have a low water solubility providing the blend is water soluble.
  • the monomers can be allyl monomers but are generally vinyl, preferably acrylic.
  • the cationic polymers are derivable from cationic monomers comprising one or more of (a) dialkylaminoalkyl-acrylates and methacrylates, especially dialkylaminoethyl acrylate, (b) dialkylaminoalkyl-acrylamides or -methacrylamides and (c) the quaternary or acid salts of (a) or (b), for instance
  • Alkyl groups are generally C 1-4 alkyl.
  • Suitable non-ionic monomers are acrylamide, methacrylamide, N-vinyl pyrrolidone, and lower alkyl water insoluble acrylic (or other ethylenically unsaturated) monomers such as methyl
  • methacrylate, styrene or acryloniltrile which may be included in sufficiently small amounts so that the blend is soluble.
  • the allyl ether monomers are especially preferred.
  • the cationic polymer must be added while in the form of particles below 10 micrometers in size, and preferably below 2 micrometers in size. These can be made by comminuting a
  • the particles may be added to the aqueous solution as disintegratable aggregates or pellets, but preferably are added as dispersion in a liquid, generally a non-aqueous liquid such as a hydrocarbon.
  • This dispersion may be made by dispersing preformed particles in the liquid but is preferably made by reverse phase polymerisation of the monomer or monomer blend in the presence of the cross linker.
  • the monoethylenically unsaturated starting material may be contaminated with a small amount of crosslinking agent and the amount of additional cross-linking agent that is added will therefore be selected having regard to this.
  • the monoethylenically unsaturated material is as free of cross-linking agent as is commercially possible, for instance containing
  • cross-linking agent in an amount that gives cross-linking or chain branching less than is given by e.g. 1 ppm of a cross-linking agent comprising polyethylenic functions used in the present invention.
  • polyethylenic functions as used herein and throughout the specification is meant cross-linking agents which have two or more ethylenically unsaturated groups per molecule of the agent.
  • an example of such an agent is methylene bisacrylamide
  • polyethylenic functions e.g. MBA that is added is at least 5 ppm and upto 45 ppm (based on monomer), generally from 10 to 40 ppm. The precise amount will depend upon the polymerisation and other processing conditions. Instead of using MBA, cross-linking may be by equally achieved by using effective amounts of other
  • diethylenically unsaturated compounds such as ethylene glycol di-acrylate, diacrylamide, cyanomethylacrylate,
  • vinyloxyethylacrylate or methacrylate and other means of cross linking e.g., formaldehyde or glyoxal or metal salt addition.
  • a water-soluble cross-linking agent is used.
  • the degree of non-linearity can additionally be controlled by the inclusion of chain transfer agents in the polymerisation mixture.
  • Chain transfer agents Their use, in combination with cross-linking agent, will tend to promote chain branching rather than cross linking. Amounts may vary widely. For instance 1,000 to 5,000 ppm (based on monomer) of a moderate chain transfer agent such as isopropyl alcohol may be suitable whilst much lower amounts, typically 100 to 500 ppm, of mor& effective chain branching agents such as mercaptoethanol are useful. Often, however, adequate results are obtained by conducting polymerisation under conventional conditions without deliberate addition of chain transfer agents, using commercially pure
  • Preferred CP's are often formed from 0 to 40%w/w acrylamide and 100 to 60%w/w dialkylaminoethyl methacrylate quaternary salt (for instance 20% acrylamide 80% dimethylaminoethyl methacrylate quaternary salt) cross linked with 10 to 40 ppm, preferably
  • the amount of CP typically may be in the range of 0.01% to 0.5%, often 0.02% to 0.2%, by weight CE based on the aqueous composition.
  • the polymerisation conditions are preferably such that the polymer has, if uncross-linked, a notional high molecular weight of 5 million to 30 million and an intrinsic viscosity (hereafter IV) of above 4, preferably above 6, e.g., up to 10 or 15 dl/g.
  • IV intrinsic viscosity
  • the polymer is cross linked (CP) it is preferably polymerised such that it w ⁇ ifld have such molecular weight if it had been made in the absence of cross linking agent. However cross linking will reduce the IV but the shearing may then cause the IV to increase, as explained below.
  • Emulsion polymerisation may be utilised when polymerising, for instance, water insoluble monomers such as acrylic esters or water insoluble but acid soluble monomers such as amines (the resultant CP being distributed into acidic aqueous composition) but generally reverse phase emulsion or suspension polymerisation is utilised when the monomer or monomer blend is soluble in water.
  • the aqueous monomer is emulsified into a suitable non-aqueous liquid, generally in the presence of a water in oil emulsifier, generally in an amount below the critical micell concentration.
  • the CP particles may be dehydrated, for instance by subjecting the dispersion to azeotropic distillation.
  • liquid product from the reverse phase polymerisation or emulsion polymerisation is generally used as such, without
  • the polymer-in-oil emulsion that results from reverse phase polymerisation may be added to the composition to be thickened in the presence of oil-in-water emulsifier in conventional manner.
  • the polymeric material is cross linked and cationic, and in particular when it is a copolymer of acrylamide with at least 5%, and preferably at least 10%, by weight dialkylamino alkyl acrylate (generally as acid addition or quaternary ammonium salt)
  • dialkylamino alkyl acrylate generally as acid addition or quaternary ammonium salt
  • the degree of non-linearity is preferably such that the CP has an ionic regain (IR) of at least 15%.
  • IR is calculated as (x-y/x) 100 where x is the ionicity measured after applying standard shear and y is the ionicity of the polymer before applying standard shear.
  • the ionicity after shear, x is determined by measuring by the same technique the ionicity of this solution after subjecting it to standard shear.
  • the shear is best applied to 200ml of the solution in a substantially cylindrical pot having a diameter of about 8cm and provided in its base with a rotatable blade about 6cm in diameter, one arm of the blade pointing upwards by about 45 degrees and the other downwards by about 45 degrees.
  • the blade is about 1mm thick and is rotated at 16,500 rpm in the base of the pot for 10 minutes.
  • IR is not greatly affected by quite large changes in the amount, for instance the duration of shear, whereas at lower amounts of shear (for instance 1 minute at 16,500 rpm) IR is greatly affected by small changes. in shear.
  • the value of x is determined at the time when, with a high speed blade, further shear provides little or no further change in ionicity. This generally requires shearing for 10 minutes, but sometimes longer periods, e.g., up to 30 minutes with cooling, may be desired.
  • the CP's used in the invention preferably have IR above 30%, often in the range 35 to 45%.
  • IR may increase from zero at zero cross linker up to a peak or plateau at a level around, for instance 10 to 25 ppm, cross linker and preferably IR is at or near this peak or plateau, generally at as low a level of cross linking as is consistent with the high IR value.
  • the water dispersible cationic softener used in the fabric conditioning formulation may be selected from:
  • R 6 and R 7 are the same or different C 8 to C 24 alkyl or alkenyl groups, which may optionally carry additional functional groups selected from -OH, -O-, -CONH- and -COO- either as substituents or as part of themain alkyl or alkenyl chain
  • R 8 and R 9 are the same or different C 1 -C 4 alkyl, hydroxyalkyl or (poly)oxyalkylenegroups
  • X- is an anion selected from a halide, methosulphate and ethosulphate
  • R 10 is a C 1 -C 4 alkyl or hydroxyalkyl or (poly)oxyalkylene group
  • R 11 and R 12 are the same or different alkyl or alkenyl groups containing from 8 to 24 carbon atoms
  • R 13 is hydrogen, a C 1 -C 4 alkyl or a-CO-R 11 group
  • X- is an anion, selected from a halide, methosulphate or ethosulphate
  • R 14 H, alkyl, hydroxyalkyl or (poly)oxyalkylene.
  • Examples of these cationic softeners of formula (I) above include: dieicosyldimethyl ammonium chloride; didocosyldimethyl ammonium chloride; dioctadecyldimethyl ammonium chloride;
  • dioctadecyldimethyl ammonium methosulphate ditetradecyldimethyl ammonium chloride and naturally occurring mixtures of above fatty groups, e.g. di(hydrogenated tallow) dimethyl ammonium chloride; di(hydrogenated tallow) dimethyl ammonium methosulphate; ditallow dimethyl ammonium chloride; and dioleyldimethyl ammonium chloride.
  • Di(hydrogenated tallow) dimethyl ammonium chloride or dioctadecyl dimethyl ammonium chloride is preferred.
  • each ofR 6 and R 7 suitably represents a substituent in which more than 50%, preferably more than 75%, of the groups are C 12 to C 18 alkyl or alkenyl groups. More preferably, each of the substituent groups R 6 and R 7 represent a mixture of alkyl and alkenyl groups, namely from 50-90% C 18 alkyl or alkenyl groups and from 10 to 50% C 16 alkyl or alkenyl groups.
  • the substituents R 8 and R 9 are preferably methyl groups, and the anion X- is preferably a chloride.
  • the preferred softener of formula (I) is di(hydrogenated tallow) dimethyl ammonium chloride or dioctadecyl dimethyl ammonium chloride.
  • imidazolinium salts of formula (II) above include 1-methyl-1-(tallowylamido-) ethyl -2-tallowyl- 4,5-dihydroimidazolinium methosulphate and
  • the water-dispersible cationic softeners referred to herein are commercially available materials under the following trade names or Registered Trade Marks: Dehyquart DAM (ex Henkel et Cie); Arquad 2HT (ex AKZO); Prapagen WK (ex Hoechst); Noramium M2SH (ex CEKA); and the imidazolinium compounds falling within (a) are Rewoquat W7500H, Rewoquat W7500 and Rewoquat W3690 (all ex REWO), Casaquat 865 & 888 (ex Thomas Swan) and Blandofen CAZ-75 (ex GAF).
  • the pH of the formulation is maintained at a value from 2.5 - 5, preferably from 3.0 - 4.0 in order to achieve optimum
  • the CP thickener is suitably used as a 50%w/w dispersion in a mineral oil.
  • the CP thickener of the present invention is opaque when dispersed in water. Depending upon the concentrations used, if the thickener is used in sufficient quantities, no additional opacifier will be needed. However, at relatively low concentrations of the thickener, a supplementary opacifier may be incorporated.
  • non-ionic softener extenders and/or stability improvers and/or rheology modifiers such as ethoxylated amide, alcohols, acids and esters with not more than 7EO groups; fatty acid ester or preferably partial ester of mono or polyhydric alcohol or anhydride thereof having from 1-8
  • the aqueous fabric softening formulations can be made by direct addition of the thickener to the aqueous based softener containing the non-ionic and cationic softeners.
  • CP thickener preferably made by the addition of the cationic and non-ionic softeners in water containing other minor ingredients to an aqueous dispersion of the CP thickener, or, most preferably by dispersing the CP thickener in a molten pre-mix made up of the cationic softener alone or combined with the other coactives and then dispersing the pre-mix into the aqueous seat which may also contain other minor ingredients.
  • the thickener may be initially diluted gradually to a paste like consistency and then brought to the final
  • a feature of the invention is that the cationic softeners in the formulation appear to enhance the thickening ability of the thickeners by an order magnitude when compared with the performance of such thickeners in the absence of cationic components.
  • a reverse phase dispersion was formed by dispersing into a conventional reverse phase non-aqueous liquid containing emulsifying agent and amphipathic stabiliser an aqueous monomer blend
  • the solutions were prepared by initially dispersing the thickener in a cationic softener and then mixing this dispersion with water using a high temperature (65°C) and vigorous mixing (200 - 300 rpm) to produce a formulation. It was found that in the absence of the polymer R thickener, a cationic softener, distearyl dimethyl ammonium chloride (DSDMAC) gave a thin product (viscosity ca. 20cP at 20 Sec -1 at 25°C) when used in concentrations of 3%w/w and at a pH in the range of 3 - 3.9.
  • DSDMAC distearyl dimethyl ammonium chloride
  • aqueous viscosity v that of two of the most effective polymer thickeners conventionally used, i.e. NATROSOL HHBR (Registered Trade Mark) which is a cellulose ether, and a cationic guar gum (Jaguar
  • a potentially unique combination property is that, unlike soluble thickening polymers, the CP thickeners of the present invention are opaque when dispersed in water.
  • conditioners as they do not precipitate cationic actives between pH 3-4.
  • CP thickener is indefinitely stable over all storage regimes e.g. in the DSDMAC and imidazolinium cationic softener dispersions.
  • CP thickeners of the present invention are that (a) as a synthetic thickener, the thickening is less likely to be lost as a result of the action of bacterial or enzymic activity, (b) at low levels of use, there is no "stringy" rheology, but at low shear rates e.g at 5 sec -1 and 0.2%w/w concentration (of 50%w/w dispersion in oil) it exhibits a dinamic viscosity of about 28cP in contrast to conventional NATROSOL HHBR which has a dinamic viscosity of 30cP under the same conditions, and (c) where the viscosity of the finished product is attributable to the thickener alone, the substantially linear relationship between the

Abstract

Cette invention concerne les formulations d'assouplisseurs textiles contenant comme épaississeurs un polymère cationique réticulé d'un monomère ou d'un mélange de monomères éthyléniquement non saturés dans lequel l'agent de réticulation composé est de 5-45 p.p.m. d'un agent de réticulation comportant des fonctions polyéthyléniques. Comme exemple d'un tel agent on peut citer la méthylène bisacrylamide. De tels épaississeurs ne contribuent pas à l'opacité des formulations et ont une viscosité relativement stable.
PCT/GB1990/000600 1989-04-21 1990-04-19 Assouplisseurs textiles WO1990012862A1 (fr)

Priority Applications (3)

Application Number Priority Date Filing Date Title
EP90906300A EP0422179B1 (fr) 1989-04-21 1990-04-19 Assouplisseurs textiles
CA002029886A CA2029886C (fr) 1989-04-21 1990-04-19 Assouplisseurs pour textile
DE69016148T DE69016148T2 (de) 1989-04-21 1990-04-19 Textilweichmacher.

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
GB898909069A GB8909069D0 (en) 1989-04-21 1989-04-21 Fabric conditioners
GB8909069.0 1989-04-21

Publications (1)

Publication Number Publication Date
WO1990012862A1 true WO1990012862A1 (fr) 1990-11-01

Family

ID=10655448

Family Applications (1)

Application Number Title Priority Date Filing Date
PCT/GB1990/000600 WO1990012862A1 (fr) 1989-04-21 1990-04-19 Assouplisseurs textiles

Country Status (10)

Country Link
US (1) US5114600A (fr)
EP (1) EP0422179B1 (fr)
JP (1) JP2790727B2 (fr)
AT (1) ATE117360T1 (fr)
CA (1) CA2029886C (fr)
DE (1) DE69016148T2 (fr)
DK (1) DK0422179T3 (fr)
ES (1) ES2067025T3 (fr)
GB (1) GB8909069D0 (fr)
WO (1) WO1990012862A1 (fr)

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EP0543562A2 (fr) * 1991-11-19 1993-05-26 Rohm And Haas Company Compositions adoucissantes pour matières textiles
WO1994024255A1 (fr) * 1993-04-21 1994-10-27 Chemische Fabrik Stockhausen Gmbh Dispersions aqueuses stables de composes d'ammonium quaternaire et de derives d'imidazoline
WO1997005220A1 (fr) * 1995-08-02 1997-02-13 Jeyes Group Plc Compositions
US6020304A (en) * 1996-04-01 2000-02-01 The Procter & Gamble Company Fabric softener compositions
WO2004050812A1 (fr) * 2002-11-29 2004-06-17 Ciba Specialty Chemicals Holding Inc. Compositions assouplissantes contenant des homo- et/ou copolymeres
WO2004061065A1 (fr) * 2002-12-16 2004-07-22 Colgate-Palmolive Company Compositions adoucissantes contenant un melange de polymeres cationiques servant de modificateurs rheologiques
WO2004061066A1 (fr) * 2002-12-16 2004-07-22 Colgate-Palmolive Company Compositions adoucissantes concentrees contenant des modificateurs de rheologie assurant le maintien de la stabilite et de la fluidite apres une dilution
US6864223B2 (en) * 2000-12-27 2005-03-08 Colgate-Palmolive Company Thickened fabric conditioners
US6881716B2 (en) 2002-11-01 2005-04-19 Colgate-Palmolive Company Aqueous composition comprising oligomeric esterquats
US6924261B2 (en) 2002-11-01 2005-08-02 Colgate-Palmolive Co. Aqueous composition comprising oligomeric esterquats
US6939844B2 (en) 1996-09-19 2005-09-06 The Procter & Gamble Company Concentrated, preferably biodegradable, quaternary ammonium fabric softener compositions containing cationic polymers and process for preparation
US7135451B2 (en) 2003-03-25 2006-11-14 The Procter & Gamble Company Fabric care compositions comprising cationic starch
WO2007031419A1 (fr) * 2005-09-14 2007-03-22 Ciba Specialty Chemicals Holding Inc. Nouveaux modificateurs de rhéologie servant à modifier le comportement rhéologique de compositions de revêtement
US7211556B2 (en) 2004-04-15 2007-05-01 Colgate-Palmolive Company Fabric care composition comprising polymer encapsulated fabric or skin beneficiating ingredient
US7452854B2 (en) 2002-06-04 2008-11-18 Ciba Specialty Chemicals Corporation Aqueous fabric softener formulations comprising copolymers of cationic acrylates and N-alkyl acrylamides
US7655609B2 (en) 2005-12-12 2010-02-02 Milliken & Company Soil release agent
WO2010079100A1 (fr) 2009-01-06 2010-07-15 Unilever Plc Améliorations se rapportant à des agents de traitement de tissus
WO2010078959A1 (fr) * 2009-01-06 2010-07-15 Snf S.A.S. Epaississants pour polymère cationique
EP0851788B2 (fr) † 1995-09-22 2010-12-29 Lenzing Fibers Limited Preparation de solutions
WO2011005963A1 (fr) 2009-07-09 2011-01-13 Colgate-Palmolive Company Procédé de réduction des plis à l'aide d'une composition d'entretien de textile
US8022029B2 (en) 2007-05-31 2011-09-20 Colgate-Palmolive Company Fabric softening compositions comprising polymeric materials
WO2011123746A1 (fr) 2010-04-01 2011-10-06 The Procter & Gamble Company Compositions de soin des tissus comprenant des copolymères
WO2011148110A1 (fr) 2010-05-27 2011-12-01 S.P.C.M. Sa Agent epaississant contenant un polymere cationique et composition assouplissante contenant ledit agent epaississant, en particulier pour le textile
WO2012064325A1 (fr) 2010-11-10 2012-05-18 Colgate-Palmolive Company Conditionneurs de tissu contenant un polymère libérant les souillures
WO2013033503A1 (fr) 2011-09-01 2013-03-07 Colgate-Palmolive Company Procédé permettant de faciliter le repassage
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WO2013032493A1 (fr) 2011-08-26 2013-03-07 Colgate-Palmolive Company Composition de réduction des plis d'un tissu
EP2674477A1 (fr) * 2010-04-01 2013-12-18 The Procter and Gamble Company Composition comprenant des microcapsules stabilisées par un polymère cationique
WO2014098897A1 (fr) 2012-12-21 2014-06-26 Colgate-Palmolive Company Assouplissant de textile contenant une silicone à fonction amine
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US8865640B2 (en) 2010-05-28 2014-10-21 Colgate-Palmolive Company Fatty acid chain saturation in alkanol amine based esterquat
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EP3034595A1 (fr) 2014-12-15 2016-06-22 S.P.C.M. Sa Épaississants contenant un polymère cationique
WO2017132100A1 (fr) * 2016-01-25 2017-08-03 The Procter & Gamble Company Compositions de traitement
US9758927B2 (en) 2011-09-01 2017-09-12 Colgate-Palmolive Company Method for ease of ironing
WO2018093759A1 (fr) * 2016-11-18 2018-05-24 The Procter & Gamble Company Compositions de traitement de textile ayant des polymères à faible densité de charge cationique calculée et des agents actifs assouplissants pour textile, et procédés apportant un bénéfice
WO2019014086A1 (fr) 2017-07-10 2019-01-17 Colgate-Palmolive Company Composition pour l'entretien des textiles
US11136534B2 (en) * 2011-11-11 2021-10-05 Basf Se Thickener comprising at least one cationic polymer preparable by inverse emulsion polymerization
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Families Citing this family (19)

* Cited by examiner, † Cited by third party
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EP0799887B1 (fr) * 1996-04-01 2003-06-11 The Procter & Gamble Company Compositions assouplissantes pour tissus
US6271192B1 (en) * 1999-11-10 2001-08-07 National Starch And Chemical Investment Holding Company Associative thickener for aqueous fabric softener
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US7064232B2 (en) * 2003-12-08 2006-06-20 Rhodia Inc. Hydrophobic modified diquaternary monomers and polymers as thickening agents of acidic aqueous compositions
GB0328846D0 (en) * 2003-12-12 2004-01-14 Unilever Plc Fabric conditioning composition
JP2005239866A (ja) * 2004-02-26 2005-09-08 Kao Corp 液体漂白剤組成物
EP2318500B1 (fr) 2008-08-28 2018-02-28 The Procter and Gamble Company Procédés pour obtenir un avantage
EP2399979B2 (fr) * 2010-06-24 2021-12-29 The Procter & Gamble Company Articles à dose unitaire solubles comprenant un polymère cationique
CA2889164C (fr) * 2012-12-11 2020-03-24 Colgate-Palmolive Company Composition de conditionnement de tissu
BR112017012522A2 (pt) * 2014-12-15 2018-02-27 Unilever Nv composição líquida fluida condicionadora de tecido e método de obtenção de um líquido condicionador de tecidos
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Citations (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0043622A1 (fr) * 1980-01-07 1982-01-13 THE PROCTER & GAMBLE COMPANY Composition d'adoucissement pour matières textiles
US4737541A (en) * 1983-06-23 1988-04-12 The Dow Chemical Company Thickening agents for industrial formulations
GB2204608A (en) * 1987-05-08 1988-11-16 Kao Corp Softener for fibers
EP0299787A2 (fr) * 1987-07-17 1989-01-18 Kao Corporation Agent d'adoucissant liquide pour des vêtements

Family Cites Families (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
NL128784C (fr) * 1965-04-15
LU76955A1 (fr) * 1977-03-15 1978-10-18
US4364837A (en) * 1981-09-08 1982-12-21 Lever Brothers Company Shampoo compositions comprising saccharides
GB8416884D0 (en) * 1984-07-03 1984-08-08 Procter & Gamble Liquid cleansing composition
JPS6461571A (en) * 1987-08-26 1989-03-08 Kao Corp Concentration type softening finish agent for clothing

Patent Citations (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0043622A1 (fr) * 1980-01-07 1982-01-13 THE PROCTER & GAMBLE COMPANY Composition d'adoucissement pour matières textiles
US4737541A (en) * 1983-06-23 1988-04-12 The Dow Chemical Company Thickening agents for industrial formulations
GB2204608A (en) * 1987-05-08 1988-11-16 Kao Corp Softener for fibers
EP0299787A2 (fr) * 1987-07-17 1989-01-18 Kao Corporation Agent d'adoucissant liquide pour des vêtements

Cited By (70)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
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WO1997005220A1 (fr) * 1995-08-02 1997-02-13 Jeyes Group Plc Compositions
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US7659238B2 (en) 2002-11-29 2010-02-09 Ciba Specialty Chemicals Corp. Fabric softener compositions comprising homo- and/or copolymers
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ES2067025T3 (es) 1995-03-16
DE69016148D1 (de) 1995-03-02
GB8909069D0 (en) 1989-06-07
CA2029886A1 (fr) 1990-10-22
DE69016148T2 (de) 1995-05-18
CA2029886C (fr) 2000-02-08
ATE117360T1 (de) 1995-02-15
JP2790727B2 (ja) 1998-08-27
EP0422179B1 (fr) 1995-01-18
EP0422179A1 (fr) 1991-04-17
DK0422179T3 (da) 1995-03-20
US5114600A (en) 1992-05-19
JPH03505614A (ja) 1991-12-05

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